20 Dressy Shorts (At Every Price!)

Shorts conjure up visions of summer days spent eating ice cream or romping on the beach, but they've really become wardrobe staple for all seasons. Worn in winter with tights and a blazer or a button-up and statement necklace, they can look downright dressed-up and even work-appropriate (well, if you've got a job in a creative industry). And now that it's finally warming up, we can't wait to wear our shorts with bare legs. Cutoffs paired with an easy tee and flip-flops may be our weekend uniform, but we're also looking forward to wearing more formal iterations of the summertime staple.

From fringy and flapper-inspired to scallop-edged and beaded, dressy shorts are totally on-trend, not to mention surprisingly versatile. Pair them with matte tights and heels to amp up your look without sacrificing warmth. If your office dress code allows, make shorts more work-friendly by adding a tailored blazer and a modest blouse. Metallic or jacquard fabrics transition nicely from day to night (just make sure to keep the rest of your outfit more neutral to avoid shine overkill), while bold floral prints combined with a flouncy blouse and embellished sandals are just right for afternoon cocktails.

Read for more styling suggestions and to shop our favorite dressed-up shorts.

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Pair these with a neutral blouse for a casual look, or go full-on Marie Antoinette with a matching jacquard jacket.


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This soft seafoam hue would look great with floral heels.
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Add some wedge sandals for a chic vacation look.
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Add a blazer and voila!—you'll have mastered the deconstructed tuxedo look.
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Don't be afraid to mix textures when showing a little leg.
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Intricate floral lace makes this pair a showstopper.
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Scalloped edges are always a precious touch. Throw in a pastel cardigan to complete your cheery spring ensemble.
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Who can resist pleating in all the right places and a darling floral print?
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Paired with tights, these lace shorts are sure to add some sass to your usual work outfit.
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A new twist on the old flapper look. Slip them on and just try not to shimmy.
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Embrace the midi trend in this cool geo print.
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This peach eyelet pair catches our eye in the best way possible.
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Go professional in tailored tweed with hints of lavender.
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The relaxed fit and matte satin give these the look of sophisticated pajamas. Play up the black piping with matching heels.
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Pointy heels or fancy flatforms will work well with the sexy mesh cut-out.
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This flirty pattern is perfect for an outdoor picnic or a stroll in the park.
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Mix up these spotty bottoms with a floral or striped top.